TY - JOUR
T1 - Relationship between crystal structures and photochromic properties of
T2 - N -salicylideneaminopyridine derivatives
AU - Sugiyama, Haruki
AU - Uekusa, Hidehiro
N1 - Funding Information:
The synchrotron radiation diffraction experiment for co-crystal 3h was performed at the BL02B1 of SPring-8 with the approval of the Japan Synchrotron Radiation Research Institute (JASRI) (Proposal No. 2014B1004). This work was supported by JSPS KAKENHI Grant Number 17K05745.
Publisher Copyright:
© 2018 The Royal Society of Chemistry.
PY - 2018
Y1 - 2018
N2 - N-Salicylideneaminopyridine (SAP) is a derivative of the common organic photochromic compound, N-salicylideneaniline (SA), whose crystal changes colors from orange to red upon UV irradiation. Interestingly, the photochromic property of the crystal depends on the crystal structure. In this study, SAP derivatives and their co-crystals were synthesized, and their crystal structures were analyzed to determine the relationship between their structures and photochromic properties. The photochromic property was found to be closely related to the molecular conformation and the packing efficiency in the crystal. In general, crystals with large dihedral angles were photochromic, while those with small dihedral angles were non-photochromic. However, even for crystals with large dihedral angles, small free available spaces in the crystal structure led to non-photochromic properties. This study demonstrates the importance of a combination of structural factors to elucidate the photochromic property of SAP derivatives.
AB - N-Salicylideneaminopyridine (SAP) is a derivative of the common organic photochromic compound, N-salicylideneaniline (SA), whose crystal changes colors from orange to red upon UV irradiation. Interestingly, the photochromic property of the crystal depends on the crystal structure. In this study, SAP derivatives and their co-crystals were synthesized, and their crystal structures were analyzed to determine the relationship between their structures and photochromic properties. The photochromic property was found to be closely related to the molecular conformation and the packing efficiency in the crystal. In general, crystals with large dihedral angles were photochromic, while those with small dihedral angles were non-photochromic. However, even for crystals with large dihedral angles, small free available spaces in the crystal structure led to non-photochromic properties. This study demonstrates the importance of a combination of structural factors to elucidate the photochromic property of SAP derivatives.
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U2 - 10.1039/c8ce00003d
DO - 10.1039/c8ce00003d
M3 - Article
AN - SCOPUS:85045504602
SN - 1466-8033
VL - 20
SP - 2144
EP - 2151
JO - CrystEngComm
JF - CrystEngComm
IS - 15
ER -